3'-Nitroacetophenone

Base Information

• Chemical Name: 3'-Nitroacetophenone
• CAS No.: 121-89-1
• Deprecated CAS: 2624384-76-3
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• Hs Code.: 29147090
• European Community (EC) Number: 204-504-3
• NSC Number: 5511
• UNII: SU4B5T763F
• DSSTox Substance ID: DTXSID1025722
• Nikkaji Number: J33.808G
• Wikidata: Q27289401
• ChEMBL ID: CHEMBL1327526
• Mol file: 121-89-1.mol

Synonyms:3'-Nitroacetophenone;121-89-1;3-Nitroacetophenone;M-NITROACETOPHENONE;1-(3-Nitrophenyl)ethanone;Ethanone, 1-(3-nitrophenyl)-;m-Acetylnitrobenzene;Acetophenone, 3'-nitro-;Methyl 3-nitrophenyl ketone;USAF MA-1;(3-Nitrophenyl) methyl ketone;3-Nitroacetofenon;3-nitro acetophenone;NSC 5511;1-(3-nitrophenyl)ethan-1-one;3-Nitroacetofenon [Czech];MFCD00007259;CCRIS 2330;HSDB 2710;EINECS 204-504-3;UNII-SU4B5T763F;1-(3-nitrophenyl)-ethanone;AI3-02242;SU4B5T763F;DTXSID1025722;NSC-5511;3'-NITROACETOPHENONE;1-{3-nitrophenyl}ethanone;1-Acetyl-3-nitrobenzene;3''-Nitroacetophenone;3'-Nitro-acetophenone;3 inverted exclamation mark -Nitroacetophenone;WLN: WNR CV1;(3-nitrophenyl)methylketone;Cambridge id 5102515;SCHEMBL54610;MLS002415744;1-(3-Nitrophenyl)ethanone #;DTXCID305722;SCHEMBL2617114;ACETOPHENONE, 3-NITRO-;CHEMBL1327526;NSC5511;HMS3039O12;M-NITROACETOPHENONE [HSDB];AMY40202;STR00971;Tox21_200737;LS-657;STL183285;AKOS000119652;AKOS040761108;CS-W020548;NCGC00091314-01;NCGC00091314-02;NCGC00258291-01;AC-25903;CAS-121-89-1;SMR001370908;SY001185;3'-Nitroacetophenone, ReagentPlus(R), 99%;FT-0616229;N0109;EN300-18002;3'-Nitroacetophenone, purum, >=98.0% (GC);D70891;A804807;AQ-917/40187877;W-108447;3'-Nitroacetophenone, Vetec(TM) reagent grade, 98%;Q27289401;Z57127467;F3098-5170

Chemical Property of 3'-Nitroacetophenone

Chemical Property:

• Appearance/Colour: white to light beige crystalline powder
• Vapor Pressure: 0.0452mmHg at 25°C
• Melting Point: 75-79 °C
• Refractive Index: 1.558
• Boiling Point: 237.3 °C at 760 mmHg
• Flash Point: 99.9 °C
• PSA: 62.89000
• Density: 1.243 g/cm³
• LogP: 2.32060
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: <0.01 g/100 mL at 20℃
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 197

Purity/Quality:

98+% ^*data from raw suppliers

3''-Nitroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)C1=CC(=CC=C1)[N+](=O)[O-]
• Uses: 3''-Nitroacetophenone is used as a reactant in the synthesis of fluorine based aminothiazoles with antimicrobial activity. 3′-Nitroacetophenone can undergo high hydrostatic pressure-assisted reduction with Ni–Al alloy in water to form 1-(3-aminophenyl)ethanol.

Technology Process of 3'-Nitroacetophenone

There total 67 articles about 3'-Nitroacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

m-nitroacetophenone oxime (7471-32-1) → 3-Nitroacetophenone (121-89-1)

Guidance literature:

m-nitroacetophenone oxime; With hexachlorodisilane; silica gel; In toluene; at 110 ℃; for 4h;

With water; In toluene; for 0.5h;

DOI:10.1134/S1070363214110267

Reference yield: 98.0%

(E)-1-(3-mitrophenyl)ethan-1-one O-methyl oxime (72278-09-2) → 3-Nitroacetophenone (121-89-1)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃; for 12h;

DOI:10.1021/acs.orglett.7b01297

Reference yield: 96.0%

1-(3-nitrophenyl)ethanol (5400-78-2) → 3-Nitroacetophenone (121-89-1)

Guidance literature:

With modified o-iodoxybenzoic acid; In tetrahydrofuran; water; at 60 ℃; for 3h;

DOI:10.1016/S0040-4039(01)02217-1

upstream raw materials:

diazomethane

diethyl ether

3-nitro-benzaldehyde

1-nitro-3-vinyl-benzene

Downstream raw materials:

4-[(3-nitro-phenyl)-thioacetyl]-morpholine

3t-[2]furyl-1-(3-nitro-phenyl)-propenone

1-(3-nitro-phenyl)-butane-1,3-dione

3'-nitro-trans-chalcone

Refernces

• 1、 Garg,Singh. "-". . p. 607. Retrieved 1969.
• 2、 Baker,Moffitt. "-". . p. 314,315, 317. Retrieved 1931.
• 3、 Bolte, Michael,Scholtyssik, Maria. "meta-nitroacetophenone at 173 K". . p. 474 - 476. Retrieved 1997.
• 4、 Fan, Zhoulong,Li, Jie,Lu, Heng,Wang, Dong-Yu,Wang, Chao,Uchiyama, Masanobu,Zhang, Ao. "Monomeric Octahedral Ruthenium(II) Complex Enabled meta-C-H Nitration of Arenes with Removable Auxiliaries". . p. 3199 - 3202. Retrieved 2017.
• 5、 Prebil, Rok,Stavber, Gaj,Stavber, Stojan. "Aerobic oxidation of alcohols by using a completely metal-free catalytic system". . p. 395 - 402. Retrieved 2014.
• 6、 Choudhury, Prabhupada,Behera, Pradyota Kumar,Bisoyi, Tanmayee,Sahu, Santosh Kumar,Sahu, Rashmi Ranjan,Prusty, Smruti Ranjita,Stitgen, Abigail,Scanlon, Joseph,Kar, Manoranjan,Rout, Laxmidhar. "The dehydrogenative oxidation of aryl methanols using an oxygen bridged [Cu-O-Se] bimetallic catalyst". supporting information. p. 5775 - 5779. Retrieved 2021/04/12.
• 7、 Abinaya, R.,Balasubramaniam, K. K.,Baskar, B.,Divya, P.,Mani Rahulan, K.,Rahman, Abdul,Sridhar, R.,Srinath, S.. "Visible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO4nanoparticles". . p. 5990 - 6007. Retrieved 2021/08/24.